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Wisconsin Walking Events Calendar 2026-2027

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Explore the best walking events in Wisconsin for 2026-2027! Our updated list features 221 great walks across the region. Find your next walk in Wisconsin below and join the walking community at these great events!

October 2026
Walkers have timed and non timed 2 Miles and 5K options starting at 440 N Jackson St in Janesville on the historic museum campus. Routes include presidential themed displays, music, food trucks and museum access.
Walkers follow an out and back paved bike trail from North Beach Oasis with Lake Michigan views for a 5K, with parking available nearby.
Walkers may take a 5K course starting at Grady Park, 110 W. Dekora Street, Saukville, or children 12 and under can join a shortened Kid's Trick or Treat Fun Walk with four trick or treat stops. Amenities include a pumpkin pancake breakfast, bounce..
The 5K Walk is 3.1 Miles on a scenic trail at Nashotah Park, W330 N5113 County Road C, Nashotah WI 53058. Registration fee is $32.50 and walkers receive post race treats alongside the running events.
The event offers a 5K walk on the Rountree Branch Trail, starting on Valley Road across from the City Garage (890 Valley Road) with parking available in the City Garage lot. The very flat course turns around at the fork by the gazebo and finishes..
Walkers can choose 5k, 10k, or 2 mile routes at Fond du Lac Lake Side Park, following lake shore paths, park trails and scenic bridge crossings. The course runs along Lake Winnebago with autumn foliage and welcomes walkers alongside the r..
A community 1 mile run and walk at McKee Farms Park in Fitchburg gives walkers a short park course alongside the running races. Participants may register online or with a paper form at the school, and race day features a T shirt with student artw..
Walkers can cover 3.1 Miles, with start and finish at Witter Field in Wisconsin Rapids. The event is non chip timed with a time clock at the start and finish, and walkers receive one complimentary beverage (domestic beer or soda) with concessions..
Walkers follow a 2 Miles route that starts at Prairie Home Cemetery in Waukesha and winds through tree lined historic grounds with scenic landscapes and fall colors. The start and finish areas are lined with American flags and the walk shares the..
A 5K walk runs alongside other races on a scenic course with water and aid stations for walkers. The event is based at KEVA Sports Center in Middleton, WI and features a finish line festival with live music and treats.
Walkers can choose 5K or Half Marathon, starting at Estabrook Park in Milwaukee on paved streets and the Oak Leaf Trail among fall foliage. The course has water stations with sports drink, gear check, shuttle parking and packet pick up option..
Walkers follow a 3.1 miles route on paved trails at Campus Park in Mt Pleasant, WI, with parking available throughout the park. This is a night event so walkers should wear bright colors and lights and race day packet pickup is at the 5Kevents tr..
The event offers a walking only 2 Miles route through Forest Home Cemetery and Arboretum at 2405 W. Forest Home Ave, Milwaukee. The course uses cemetery paths and grounds and runs alongside the running races.
Walkers can choose 5K or 10K routes through Milwaukee and its suburbs, with events in Oconomowoc, Hales Corners, Wauwatosa, South Milwaukee, Shorewood and West Allis. The six event winter series is family friendly and offers a series medallio..
The event offers walkers a 3.1 Miles 5K Walk from Cupertino Park along the paved Oak Leaf Trail beside Lake Michigan through south shore parks, with lake views and wooded sections. Walkers join runners and ruckers on an organized paved course.
The untimed 1 Mile walk has no shirt and begins at 1700 Washington St in Two Rivers WI alongside the 5K. Restrooms are available at the Community House and Central Park West and strollers are allowed at the back of the pack.
November 2026
The 5K Walk covers 3.37 Miles through Veterans Park, starting and finishing on Mason Street in front of the War Memorial. It runs alongside the event's running races and shares the War Memorial start location in Milwaukee.
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